What’s Up Central Oregon? 

FEATURED EVENTS

Bend

💙 Giving & Networking

Giving Tuesday Open House – KIDS Center
Where: KIDS Center, 1375 NW Kingston Ave, Bend, OR 97703 🗺️
When: Tuesday, December 2, 2025, 9:00 a.m. – 2:00 p.m. (KIDS Center, Bend, Oregon)
What: Drop-in Giving Tuesday event supporting child abuse prevention and treatment services, with coffee, treats, and staff on hand to share how donations help local kids.
More Info/Tickets: kidscenter.org – “Giving Tuesday” (KIDS Center, Bend, Oregon)

Cultivate Bend Monthly Happy Hour – Crux
Where: Crux Fermentation Project, 50 SW Division St, Bend, OR 97702 🗺️
When: Tuesday, December 2, 2025, 5:30–7:30 p.m. (Cultivate Bend)
What: A casual networking happy hour for Bend professionals and entrepreneurs to connect over beer and conversation.
More Info/Tickets: cultivatebend.com – events calendar (Cultivate Bend)

🎄 Holiday

Reindeer Room Holiday Pop-Up Bar
Where: Riverhouse on the Deschutes, 3075 N Hwy 97, Bend, OR 97703 🗺️
When: Wednesday–Sunday, Dec. 3–7, evenings (see listing for exact hours) (Visit Bend)
What: A festive “Reindeer Room” holiday pop-up bar with themed cocktails, twinkle lights and cozy lodge vibes along the river—very much “holiday date night” energy.
More Info/Tickets: https://visitbend.com/event/the-reindeer-room-holiday-pop-up-bar

Holiday Bazaar at Tetherow Resort
Where: Tetherow Resort, 61240 Skyline Ranch Rd, Bend, OR 97702 🗺️
When: Wednesday, Dec. 3, 4:00–8:00 p.m. (centraloregonvacationhomes.com)
What: Indoor holiday bazaar with local vendors, handmade goods and décor in Tetherow’s mountain-lodge setting; free to browse, great for mid-week shopping.
More Info/Tickets: https://tetherow.com/blog/christmas-in-bend-oregon-your-2025-holiday-happenings-guide

Shilling’s 2025 Holiday Makers Market
Where: Schilling’s Garden Market, 64640 Old Bend–Redmond Hwy, Bend, OR 97703 🗺️ (Schilling's Garden Market)
When: Saturday–Sunday, Dec. 6–7, 10:00 a.m.–6:00 p.m. (centraloregonvacationhomes.com)
What: Two-day artisan market at a country garden center with handmade gifts, home goods, décor and holiday treats—classic “grab a wreath and a latte” weekend stop.
More Info/Tickets: https://schillingsgardenmarket.com

Bend Christmas Parade – “A Storybook Christmas”
Where: Downtown Bend (parade route from Harmon Blvd down Newport, along Wall, turning on Franklin, ending near Drake Park) 🗺️ (Cascade Business News)
When: Saturday, Dec. 6, 12:00 p.m.
What: Bend’s big annual Christmas Parade with floats, marching groups, lights and Santa, all themed around favorite holiday stories—expect crowds, kids, and lots of photo ops.
More Info/Tickets: https://cascaderelays.com/events/bend-christmas-parade

Downtown Bend Christmas Tree Lighting
Where: Drake Park, 777 NW Riverside Blvd, Bend, OR 97703 🗺️ (Bend Park and Recreation District)
When: Sunday, Dec. 7, evening (check listing for exact time; typically around 6:30 p.m.)
What: Community tree lighting with live music, treats and Santa sightings by the Deschutes River—Bend’s classic kickoff to full holiday mode.
More Info/Tickets: https://tetherow.com/blog/christmas-in-bend-oregon-your-2025-holiday-happenings-guide

Magical Markets of Merriment
Where: Deschutes Historical Museum, 129 NW Idaho Ave, Bend, OR 97703 🗺️
When: Saturday–Sunday, Dec. 6–7, 10:00 a.m.–5:00 p.m. (recurring December weekends) (KTVZ Events)
What: Indoor holiday market with rotating local makers, vintage-style décor and festive activities in the historic schoolhouse downtown.
More Info/Tickets: https://events.ktvz.com (search “Magical Markets of Merriment”)

🛍️ Markets / Sip & Shop

Holiday Sip & Shop at Worthy Brewing (Bend)
Where: Worthy Brewing Main Pub, 495 NE Bellevue Dr, Bend, OR 97701 🗺️ (Visit Central Oregon)
When: Saturday, Dec. 6, 4:00–8:00 p.m.
What: Evening holiday sip-and-shop with local vendors set up around Worthy’s east-side taproom—craft beer, wine, raffles and plenty of gift browsing.
More Info/Tickets: https://visitcentraloregon.com/calendar-of-events (search “Holiday Sip & Shop – Worthy Brewing”)

🎭 Arts & Culture

Art With a Splash of Science – High Desert Museum
Where: High Desert Museum, 59800 US-97, Bend, OR 97702 🗺️
When: Wednesday, Dec. 3, evening (see museum calendar for exact time) (Visit Bend)
What: Hands-on art-meets-science program at the museum—family-friendly creative experiments tied to High Desert themes.
More Info/Tickets: https://highdesertmuseum.org/events

“Little Women” – Meadow Sky Productions
Where: Open Space Event Studios, 220 NE Lafayette Ave, Bend, OR 97701 🗺️ (Visit Redmond Oregon)
When: Performances Thursday–Saturday, Dec. 4–6 (2:00 & 7:00 p.m. showtimes—see schedule)
What: Stage adaptation of Little Women following the March sisters through one busy, heart-warming year. Intimate local theatre with concessions and limited seating.
More Info/Tickets: https://www.meadowskyproductions.com/purchase-tickets

Guardians of Life with NatGeo Explorer Kiliii Yüyan
Where: Tower Theatre, 835 NW Wall St, Bend, OR 97703 🗺️
When: Thursday, Dec. 4, evening talk (see Tower schedule) (Visit Bend)
What: National Geographic photographer Kiliii Yüyan shares stories and images from Indigenous communities on the frontlines of climate and conservation.
More Info/Tickets: https://towertheatre.org

👨‍👩‍👧 Family / Kids

Winter Nights: Footprints in the Snow
Where: Downtown Bend / family activity venue (see listing for exact location) (Visit Bend)
When: Thursday, Dec. 4, evening
What: A winter-themed family night with crafts, storytelling and outdoor lights—aimed at getting kids outside and exploring on a school night.
More Info/Tickets: https://visitbend.com/events (search “Winter Nights: Footprints in the Snow”)

🎸🎶Live Music

Piña Colada
Where: Rivers Place, 787 NE Purcell Blvd, Bend 🗺️
When: Thursday, December 4, 2025 • 6:00–8:00 PM
What: Feel-good yacht pop, rock, and R&B from the ’70s and ’80s with upbeat, infectious energy perfect for kicking off your weekend early.
More Info: https://riversplacebend.com/

Saturday Jazz Sessions
Where: Rivers Place, 787 NE Purcell Blvd, Bend 🗺️
When: Saturday, December 6, 2025 • 6:00–8:00 PM
What: Single Malt Jazz brings smooth, intimate piano-trio vibes to your Saturday night — a perfect cozy winter set.
More Info: https://riversplacebend.com/

Doc Ryan
Where: Rivers Place, 787 NE Purcell Blvd, Bend 
When: Sunday, December 7, 2025 • 5:00–7:00 PM
What: A soulful blend of Americana, blues, and roots-rock from Doc Ryan, known for gritty guitar work and powerful vocals.
More Info: https://riversplacebend.com/

Redmond (includes Terrebonne & Pleasant Ridge)

🎄 Holiday

Holiday Market – Pleasant Ridge Community Hall
Where: Pleasant Ridge Community Hall, 7067 SW Canal Blvd, Redmond, OR 97756 🗺️ (Visit Redmond Oregon)
When: Saturday, Dec. 6, 9:00 a.m.–5:00 p.m.
What: One-day holiday market with 25+ vendors—art, jewelry, custom apparel, wood and resin work, plus a toy drive drop box for Central Oregon Toy Drive. Free admission.
More Info/Tickets: https://www.visitredmondoregon.com/event/holiday-market

Lunch With Santa & Holiday Bazaar – Lone Pine Legacy Center
Where: Lone Pine Legacy Center, 8483 NW Lone Pine Rd, Terrebonne, OR 97760 🗺️ (Visit Redmond Oregon)
When: Saturday, Dec. 6, 11:00 a.m.–4:00 p.m.
What: Make-your-own pizza, hot cocoa, cookies, arts & crafts, shopping and photos with Santa—all rolled into a family holiday afternoon. $10 per child.
More Info/Tickets: https://www.visitredmondoregon.com/event/lunch-with-santa-holiday-bazaar

Festival of the Trees – Deschutes County Fair & Expo
Where: Deschutes County Fair & Expo Center, 3800 SW Airport Way, Redmond, OR 97756 🗺️ (centraloregonvacationhomes.com)
When: Saturday, Dec. 6, times vary (typically afternoon/evening)
What: Expo halls turned into a forest of decorated trees, with auctions, entertainment and fundraising for local causes—very dress-up-and-feel-festive.
More Info/Tickets: https://centraloregonfair.com or check “Festival of the Trees Redmond 2025” via Fair & Expo / partner links.

🛍️ Markets / Sip & Shop

Holiday Sip & Shop – Wild Ride Brewing (Redmond Taproom)
Where: Wild Ride Brewing, 332 SW 5th St, Redmond, OR 97756 🗺️ (Travel Oregon)
When: Saturday, Dec. 6, 11:00 a.m.–4:00 p.m.
What: Annual holiday sip-and-shop at Wild Ride’s downtown taproom with local vendors, food trucks, raffles and plenty of beer-and-shopping time; free, family-friendly.
More Info/Tickets: https://www.wildridebrew.com/events

🍻 Community / Live Music

Live at the Vineyard: John Hoover & The Mighty Quinns
Where: Faith, Hope & Charity Vineyards, 70450 NW Lower Valley Dr, Terrebonne, OR 97760 🗺️ (Visit Redmond Oregon)
When: Saturday, Dec. 6, 5:00–8:00 p.m.
What: John Denver tribute and originals in the vineyard’s cozy event center, with wood-fired pizza, wine, beer, and stunning valley views. Tickets required.
More Info/Tickets: https://www.faithhopeandcharityevents.com/event-center

🎭 Arts & Culture

“Little Women” (Redmond-listed event, Bend performance)
Where: Open Space Event Studios, 220 NE Lafayette Ave, Bend, OR 97701 🗺️ (Visit Redmond Oregon)
When: Saturday, Dec. 6, 2:00–4:00 p.m. (with additional evening show)
What: Holiday-season theatre favorite listed through Visit Redmond but staged in Bend; good option if Redmond-area folks want a short drive for live theatre.
More Info/Tickets: https://www.meadowskyproductions.com/purchase-tickets

Sisters

🎄 Holiday / Markets

Three Sisters Lions Club 14th Annual Holiday Fair
Where: Sisters Elementary / community venue (see listing; typically central Sisters) 🗺️
When: Week-long series, continues through this week; generally 10:00 a.m.–6:00 p.m. (centraloregonvacationhomes.com)
What: Long-running holiday fair with local artisans, handmade décor and treats; free admission and very “small-town Sisters” in feel.
More Info/Tickets: https://visitcentraloregon.com/calendar-of-events (search “Three Sisters Lions Club Holiday Fair”)

Holiday Makers Market – The Barn in Sisters
Where: The Barn in Sisters, 171 E Main Ave, Sisters, OR 97759 🗺️ (Central Oregon Local Buzz)
When: Sunday, Dec. 7, 11:00 a.m.–4:00 p.m.
What: Outdoor/covered makers market with food carts, taproom drinks and local artisans—very casual, easy Sunday outing.
More Info/Tickets: https://thebarninsisters.com or Sisters events calendar.

🎭 Live Music

Smoke Drifters at The Belfry
Where: The Belfry, 302 E Main Ave, Sisters, OR 97759 🗺️ (The Belfry)
When: Saturday, Dec. 6, 7:00 p.m. (doors 6:00 p.m.)
What: Roots/Americana-leaning show in Sisters’ historic church-turned-music-venue—intimate, seated live-music night.
More Info/Tickets: https://belfryevents.com or ticket link from the band/venue site.

Prineville

🎄 Holiday Lights & Bazaars

Christmas in the Pines – Drive-Thru Light Display
Where: Crook County Fairgrounds, 1280 S Main St, Prineville, OR 97754 🗺️ (Crook County Fairgrounds)
When: Evenings through December; this week typically 5:30–9:00 p.m. (check current schedule) (Visit Central Oregon)
What: Beloved drive-thru winter wonderland with elaborate light displays at the fairgrounds; free, with suggested food/pet-food donations for local causes.
More Info/Tickets: https://visitcentraloregon.com/event/christmas-in-the-pines-25

Crook County Holiday Bazaar – First Assembly of God
Where: First Assembly of God Church, 835 S Main St, Prineville, OR 97754 🗺️ (Central Oregon Local Buzz)
When: Saturday, Dec. 6, 9:00 a.m.–4:00 p.m.
What: Community holiday bazaar with handmade crafts, décor, baked goods and more, hosted at the church and drawing vendors from around Crook County.
More Info/Tickets: regional bazaar listing linked via https://allevents.in (search “Crook County Holiday Bazaar Prineville 2025”).

Sunriver / La Pine

🎄 Holiday / Markets

La Pine Christmas Bazaar – Frontier Days Association
Where: La Pine Community Center, 16405 1st St, La Pine, OR 97739 🗺️ (Fairs and Festivals)
When: Friday–Saturday, Dec. 5–6, 11:00 a.m.–6:00 p.m. (Friday) and 11:00 a.m.–8:00 p.m. (Saturday)
What: Large South County holiday bazaar with rows of vendors selling crafts, food, gifts, décor and more—anchored by La Pine Frontier Days, often tied in with the town’s light parade weekend.
More Info/Tickets: https://lapine.org or search “La Pine Frontier Days Christmas Bazaar 2025”.

👨‍👩‍👧 Community / Meetings

La Pine Park & Recreation District Board Meeting
Where: La Pine Park & Recreation / City facilities, La Pine, OR 97739 🗺️ (lapineoregon.gov)
When: Tuesday, Dec. 2, 6:00 p.m.
What: Regular public board meeting—more civic than “fun event,” but it’s on the official community calendar if you’re tracking local governance.
More Info/Tickets: https://lapineoregon.gov (city calendar – Park & Rec Board Meeting).

🎄 Bend

Holiday Bazaar at Tetherow
Where: Tetherow Event Pavilion, 61240 Skyline Ranch Rd, Bend
When: Wed, Dec 3, 4:00 PM–8:00 PM
What: Evening shopping; gift wrapping donations benefit Think Wild; toy drive for MountainStar. (Visit Central Oregon)

Schilling’s Holiday Makers Market
Where: Schilling’s Garden Market, 64640 Old Bend–Redmond Hwy, Bend
When: Sat–Sun, Dec 6–7, 10:00 AM–4:00 PM
What: 2-day artisan market; parking ticketing link available. (Visit Central Oregon)

Holiday Sip & Shop at Worthy Brewing (Bend)
Where: Worthy Brewing Main Pub, 495 NE Bellevue Dr, Bend, OR 97701 🗺️
When: Saturday, December 6, 2025, 4:00 p.m. – 8:00 p.m. (Central Oregon Vacation Homes)
What: An evening sip-and-shop with local vendors, craft beer and wine, raffles and holiday cheer at Worthy’s east-side taproom—free to attend.
More Info/Tickets: Holiday Sip & Shop – December Events in Central Oregon (Central Oregon Vacation Homes)

Craft-O! Holiday Bazaar (The Workhouse)
Where: Old Iron Works, 50 SE Scott St, Bend
When: Sat–Sun, Dec 13–14, 9:00 AM–5:00 PM
What: Beloved indie maker fair with ~50 artisan vendors. (The Workhouse Bend)

🎁 Redmond and Surrounding Area

Holiday Village Market (Centennial Park)
Where: 446 SW 7th St (Centennial Park), Downtown Redmond
When: Fri–Sat, Nov 28–29; Sat, Dec 6; Sat, Dec 13, 10:00 AM–4:00 PM
What: Outdoor seasonal market with artisan gifts, treats, Santa. (Visit Central Oregon)

Holiday Sip & Shop – Wild Ride Brewing (Redmond Location)
Where: Worthy Brewing Co / Wild Ride Holiday Sip & Shop, Redmond, OR (see event for exact taproom location) 🗺️
When: Saturday, December 6, 2025, 11:00 a.m. – 4:00 p.m. (Visit Central Oregon)
What: Wild Ride’s annual holiday sip-and-shop at their Redmond spot, with local vendors, food, drinks, raffles and plenty of family-friendly shopping.
More Info/Tickets: Holiday Sip & Shop – Visit Central Oregon (Visit Central Oregon)

Christmas Market at Wild Ride Brewing
Where: Wild Ride Brewing, 332 SW 5th St, Redmond, OR 97756 🗺️
When: Sunday, December 7, 2025, 11:00 a.m. – 4:00 p.m. (Facebook)
What: A festive Christmas market in Wild Ride’s outdoor space with artisan vendors, gifts, crafts and seasonal brews in downtown Redmond.
More Info/Tickets: Event details – Wild Ride events calendar (Visit Central Oregon)

🛍️ Sisters

Three Sisters Lions Club Holiday Faire
Where: Sisters Art Station, 282 S Cedar St, Sisters
When: Daily, Nov 28–Dec 20 (Mon–Fri 10–8; Sat 10–6; Sun 10–4)
What: Multi-week indoor market of high-quality handmade items; free admission. (Visit Central Oregon)

The Barn in Sisters – Holiday Makers Market
Where: The Barn in Sisters, 171 E Main Ave, Sisters
When: Sun, Nov 30 & Sun, Dec 7, 11:00 AM–4:00 PM
What: Expanded two-Sunday maker market. (The Barn)

🌟 Sunriver/La Pine

La Pine Christmas Bazaar (South County Church/Community)
Where: Various churches and community halls in La Pine; see individual listings for addresses 🗺️
When: Multiple dates in late November and early December 2025
What: Smaller church and community bazaars with handcrafted gifts, baked goods and raffles; great for hyper-local La Pine shopping.
More Info/Tickets: South County community calendar / Facebook events search (Facebook)

🎅 Prineville

Crook County Holiday Bazaar – First Assembly of God
Where: First Assembly of God Church, 835 S Main St, Prineville, OR 97754 🗺️
When: Saturday, December 6, 2025, 9:00 a.m. – 4:00 p.m. (AllEvents)
What: A community holiday bazaar with handmade crafts, gifts and baked goods, hosted at First Assembly and drawing vendors from around Crook County.
More Info/Tickets: Event listing – regional bazaar calendars / allevents (AllEvents)

Prineville Holiday Market (Indoor Arena)
Where: Crook County Fairgrounds, Indoor Arena, 1280 Main St, Prineville
When: Sat, Dec 13 (9:00 AM–4:00 PM) — some listings show Dec 13–14
What: New larger holiday market responding to vendor demand. (Crook County Fairgrounds)

🎄Culver

TOPS Christmas Bazaar – Culver Christian Church
Where: Culver Christian Church, 501 4th Ave, Culver, OR 97734 🗺️
When: Saturday, December 6, 2025, 9:00 a.m. – 3:00 p.m. (Visit Central Oregon)
What: A small-town Christmas bazaar with vendor tables, crafts, gifts and baked goods, hosted by the local TOPS group and church volunteers.
More Info/Tickets: Culver/Jefferson County community calendars (Visit Central Oregon)

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